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Trail Running Calendar near Ramona 2026-2027

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Explore the top trail runs near Ramona for 2026-2027! We've gathered 32 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Trail race through Gonzales Canyon offering 10 Mile, 10K, and 5K routes on dirt trails and featuring the steep Puke Hill climb.
Orienteering at Rancho Cuyamaca State Park with beginner, intermediate, and advanced courses, two start locations, a 1:7500 map, and a two and a half hour time limit.
Trail festival at Piedras Pintadas Trailhead in San Diego offering races from a 1 mile kids run to a 50K, plus a Run Bike Run trail duathlon.
Mountain trail event on October 17, 2026 offering 50K, marathon, and half marathon options that climb to Cuyamaca Peak on single track trails, with substantial elevation change and GPX course files available.
A revived, limited-entry 200 mile endurance run around San Diego County with an 82 hours cutoff; crews are required and net proceeds support a Native American charity.
Solo trail races at Los Coyotes Reservation on October 23-24, 2026, offering a 3.1 mile loop and 6H and 24H timed ultras on a 15.7 mile course.
A two day trail relay at Los Coyotes Reservation on October 23 and 24, 2026 covering 112.8 miles through desert and mountain terrain with overnight Ragnar Village camping.
Score-O on the UCSD campus in La Jolla with a 1:5000 map, epunch rentals, a one hour course time limit, and a 100 participant entry limit.
November 2026
Trail marathon on November 1, 2026 at Red Tailed Roost Trailhead in Mount Laguna; registration opens August 8, 2026 on UltraSignup.
Trail races on dirt at Black Mountain Ranch Park in San Diego on November 28, 2026, offering Half, 10K and 5K courses with significant elevation and a 300 runner limit.
December 2026
A 50 mile point to point trail race through Cleveland National Forest and Cuyamaca Rancho State Park, featuring Stonewall Peak and Oriflamme Canyon. Aid stations, drop bag rules, shuttle options, and finish amenities at Stagecoach Trails are provided..
A volunteer organized fun run and walk on Del Mar beach offering 3K and 5K routes while supporting veterans and regional land conservation.
Trail run and hike at Elfin Forest Reserve with chip timed 5K and 10K, a post race festival, and a limited field of participants.
Trail races at Daley Ranch in Escondido with 10 mile, 10K and 5K dirt courses, notable climb to Stanley Peak and a 300-runner field limit.
Timed 6 hour and 12 hour loop trail run near Mt. Woodson in Ramona with a roughly 1.5 mile singletrack lap, significant climbing, and one aid station per lap.
Trail running at Sycamore Canyon with marathon, half marathon, 10K and hill climb options, notable elevation gains, required self-sufficiency, and costume prizes.
January 2027
Trail event near Escondido offering a 50 mile ultra, marathon and relay, half marathon, summit 10 mile, valley 5 mile, stroller 5K, and youth 1 mile.
Trail races at Lake Hodges in Escondido with 50K, half marathon, 10K and 5K on dirt singletrack and service roads plus a three-race DemiGod challenge.
February 2027
Trail race at Daley Ranch in Escondido offering a 50K two loop course with 6,318 ft total gain and a 13.1 mile loop, three aid stations, and SoCal Ultra Series qualification.
Trail races in San Pasqual Valley on February 20, 2027 offering 20 Mile, Half Marathon and 10K through vineyards and orange groves with wine tasting at the finish.
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